Volume 22, Issue 7 pp. 743-746
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A novel reductive cyclization of o-nitrobenzamides and ketones promoted by low-valent titanium reagent

Da-Qing Shi

Da-Qing Shi

Department of Chemistry, Xuzhou Normal University, Xuzhou, Jiangsu 221116, China

The Key Laboratory of Biotechnology on Medical Plant of Jiangsu Province, Xuzhou, Jiangsu 221116, China

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Liang-Ce Rong

Liang-Ce Rong

Department of Chemistry, Xuzhou Normal University, Xuzhou, Jiangsu 221116, China

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Ju-Xian Wang

Ju-Xian Wang

Department of Chemistry, Xuzhou Normal University, Xuzhou, Jiangsu 221116, China

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Qi-Ya Zhuang

Qi-Ya Zhuang

Department of Chemistry, Xuzhou Normal University, Xuzhou, Jiangsu 221116, China

The Key Laboratory of Biotechnology on Medical Plant of Jiangsu Province, Xuzhou, Jiangsu 221116, China

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Shu-Jianga Tu

Shu-Jianga Tu

Department of Chemistry, Xuzhou Normal University, Xuzhou, Jiangsu 221116, China

The Key Laboratory of Biotechnology on Medical Plant of Jiangsu Province, Xuzhou, Jiangsu 221116, China

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First published: 26 August 2010

Abstract

A short and facile synthesis of a series of 1, 2-dihydroquiazolin-4(3H)-ones was accomplished in good yields via novel reductive cyclization of o-nitrobenzamides with ketones promoted by TiCl4/Zn system. The structure was established on the basis of elemental analysis, IR, 'H NMR and confirmed by a single-crystal X-ray diffraction analysis. This method has the advantages of easily accessible starting materials, convenient manipulation and moderate to high yields.

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